PURPOSE: To prepare a 7-OH anthracyclinone derivative by introducing a halogen to the 7-position of a 7-desoxyanthracyclinone derivative, reacting the product with a trifluoroacetic acid metal salt to convert the halogen to OCOCF3 group, and removing COCF3 group and ketal group.
CONSTITUTION: The compound of formulaI(R1 is H, OH or lower alkoxy; R2 is H, lower alkyl or acetyl) is halogenated in a solvent in the presence of a halogenation reagent (e.g. Cl2, N-chlorosuccinimide, etc.) and a halogenation accelerating agent (e.g. benzoyl peroxide) to introduce a halogen atom to the 7-position. The reaction product is made to react with a trifluoroacetic acid metal salt to cnvert the halogen to OCOCF3 group, and the COCF3 group and the ketal group are removed therefrom e.g. by treating with an acid (e.g. methanol-hydrochloric acid) in a solvent to afford the compound of formula II.
USE: Intermediate o carcinostatic agent (e.g. adriamycin, daunomycin, etc.).
SATOU HIROMI
ISHIZUMI KIKUO
KATSUBE SUMIMOTO
